Dipole Moments and Melting Points and Their Unsolved Miracles on the Application of Hammett Equation.
Volume 1, Issue 1, December 2012, Pages: 1-4
Received: Dec. 2, 2012;
Published: Dec. 30, 2012
Views 3082 Downloads 157
R. Sanjeev, Departments of Chemistry, Mizan-Tepi University, Tepi Campus, Tepi, Ethiopia
V. Jagannadham, Departments of Chemistry, Osmania University, Hyderabad, India
R. Veda Vrath, Departments of Chemistry, L N Gupta Evening College, Hyderabad,India
Application of Hammett equation to structure-reactivity correlations of a “localized reaction site” in elucidating the reaction mechanisms of several organic reactions is a very well-knownphenomenon in physical-organic chemistry class-room of senior undergraduate and graduate level students. This is a testament of purely chemical phenomena. There were twosuccessful reports in literature on the application of linear and non-linearHammett equation to claim to be physical property of solubilities of benzoic acids. In this article we tried to apply the same to the dipole moments and melting points of some benzoic acidsand however premature andunsolved.
R. Veda Vrath,
Dipole Moments and Melting Points and Their Unsolved Miracles on the Application of Hammett Equation., Education Journal.
Vol. 1, No. 1,
2012, pp. 1-4.
C. Kenny Hancock, John N Pawloski and John P. Idoux, Quantitative solubility-structure relationships for some meta- and para-substituted benzoic acids in benzene and in cyc-lohexane, J. Org. Chem., (1966) 31, 3801.
C. Kenny Hancock and John P. Idoux, Quantitative solubili-ty-structure relationships for some meta- and para-substituted benzoic acids in 1, 4-dioxane and in tetrahydrofuran, J. Org. Chem., (1967) 32, 1931.
M. Ludwig, S. Wold and O. Exner, The role of meta and para-benzene derivatives in the evaluation of substituent ef-fects: a multivariate data analysis, Acta. Chem. Scand., (1992) 46, 549.
M. Karelson, U. Maran, Y. Wang and A. R. Katritzky, QSPR and QSAR models derived using large molecular descriptor spaes,www.ark.chem.ufl.edu/Published_Papers/PDF/744.pdf.
F. P. Parungo and J. P. Lodge Jr., Molecular structure and ice nucleation of some organics, J. Atmospheric Sciences, (1965) 22, 309.
V. Jagannadham and R. Sanjeev, Effect of Hetero Atom on the Hammett’s Reaction Constant () from the Physical Basis of Dissociation Equilibriums of (dithio) Benzoic Acids and (thio) Phenols and its Application to Solvolysis Reactions, Advances in Physical Chemistry, published by Hindawi publishers, USA, Volume 2012 (2012), Article ID 598243, 1-4 pages.
V. Jagannadham, R. Sanjeev and R. Veda Vrath, Hammett equation - A tool for the identification of the site of attack in aromatic systems: One hour classroom lecture for physical organic chemistry graduate students,ChemEdNZ, (New Zeeland Journal of Chemical Education) (2012) November, page 14.
R. Sanjeev, V. Jagannadham, R. Veda Vrath, A simple ex-planation from the sign of -value for the kind of charge that develops in the intermediate or the transition state of a reaction series: A one-hour physical-organic chemistry graduate classroom lecture, Khimiya/Chemistry (The Bulga-rian Journal of Chemical Education), (2012) Vol. 21, page 71-77.
R. Sanjeev and V. Jagannadham,Effect of hybridization of carbon on Hammett reaction constant (): π-electron trans-mission versus -electron insulation: A motivating lecture for graduate students of physical-organic chemistry class-room, American Journal of Organic Chemistry, Published by Scientific and Academic Publishing, USA, (2012) vol. 1 (in press).
V. Jagannadham, Linear free energy relationships (LFER) as a one hour class-room lecture for post-graduate students: Correlation of the nature of the transition states. Chemical Education Journal, Japan, (2009), Vol. 12, No. 1. http://chem.sci.utsunomiya-u.ac.jp/cejrnlE.html.
V. Jagannadham, The attenuation effect through methylene group. Bulgarian Chem. Commns., (2009) vol. 41, page 50.
V. Jagannadham and R. Sanjeev, the Marvelous Marcus equation: Distinguishing inner-sphere electron transfer reac-tions from outer-sphere electron transfer reactions: A one hour graduate class-room lecture, Bulgarian Chemical Communications, (2011) vol. 42, page 383-394.
H. H. Szmant and C. Harmuth, the Wolff-Kishner Reaction of Hydrazones, J. Am. Chem. Soc., (1964) 86, 2909.
R. Fucks and D. M. Carltoo, Substituent Effects in the Sol-volysis and Thiosulfate Reactions of 3-, 4- and 3,5-Substituted α-Chlorotoluenes, J. Am. Chem. Soc., (1963) 85, 104.
J. O. Schreck, Non-Linear Hammett relationships, J. Chem. Edn. (1971) 48, 103.
C. D. Ritchie and R. E. Uschold, Acidity in non-aqueous solvents. VI. Further studies of weak acids in dimethyl sul-foxide solution, J. Am. Chem. Soc., (1968) 90, 2821.
I. M. Kolthoff and M. K. Chatooni, Substituent effects on dissociation of benzoic acids and heteroconjugation of ben-zoates with p-bromophenol in acetonitrile, N,N-dimethylformamide, and dimethyl sulfoxide. Intramolecular hydrogen bonding in o-hydroxybenzoic acids and their anions, J. Am., Chem. Soc., (1971) 93, 3843.
O. Exner, Dipole moments in organic chemistry, Georg Theime Publishers, Stuttgart, 1975.
O. Exner, Collection of dipole moments in Collect. Czech. Chem.Commun. (1985) 50, 188 and 200.
Benzene- Wikipedia, the free encyclopediaen.wikipedia.org/ wiki/Benzene.
J. March, Advanced Organic Chemistry: Reactions, mechan-isms and structure, Wiley Inter-science publication, John Wiley & Sons, 1992, page 16 and references cited there in.
F. A. Lindemann, "The calculation of molecular vibration frequencies". Physik. Z. (1910) 11, 609–612.
S. Sorkin, Point defects, lattice structure, and melting, Thesis, Technion, Israel (2003).